Villa vacation rentals in Little Cayman

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Top-rated villa rentals in Little Cayman

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Villa in Stake Bay

5.0 out of 5 average rating, 7 reviews

Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

Let your Caribbean daydreams become a reality when you book this charming 2-bedroom, 2-bath Cayman Brac vacation rental. Nestled next to the crystal clear waters of the Caribbean Sea, this beachside bungalow ensures that relaxation comes easily and a sun-kissed glow is a given. Spend your days sipping iced tea on the ocean-facing deck, reading a book in the hammock, or preparing a picnic lunch in the breezy kitchen. Later on, explore the island's natural wonders like Long Beach and Peter's Cave.

Aug 26 – Sep 2

$167 per night

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Villa in West End

5.0 out of 5 average rating, 6 reviews

5 Bdrm, POOL, on the water, cabana, sandy beach

Perfect for extended families or dive groups. 3 Guest houses all together. A Beach Paradise on the Water w/Pool (3 each of) kitchens (with everything), dining, living, bathrooms, beach cabana, hammocks, bikes, grill, kayaks, fire pit. WiFi. Great snorkeling right out front. Great sunsets! One of the few rental places on the island with a sandy beach. Leeward side of the island so many days with calm waters. Local cell phones. Washer and Dryer, TV, DVD, Linens, beach + bath towels and much more,

Nov 2 – 9

$436 per night

Villa in West End

TROPICAL RUNaWAY, Cayman Brac

PRICES INCLUDE TAXES (13%), CLEANING. 2.5 acres with 500' of sandy beach and sheltered, private, in ground, swimming pool, shared between two houses. There is a 4 bedroom house and a 1 bedroom house. The big house is ideal for 3 couples to share, or 3 couples with young children. It also suits 2 couples. I recommend larger groups consider reserving the entire property, both houses. It is possible to reserve the 1 bedroom house only, $225 per night! Excellent privacy between the houses.

Nov 29 – Dec 6

$424 per night

Villa in LITTLE CAYMAN

5.0 out of 5 average rating, 7 reviews

The Club at Little Cayman - Two Bedrooms

The Club at Little Cayman has 3-bedroom, 1-floor impeccably decorated villas in soothing island colors, bringing the essence of spectacular Caribbean beaches and the Sea inside with you. The Club is the premiere island address to use as your home away from home. We have several units available with various bed configurations. Please inquire. Our calendar reflects overall availability - NOT by individual unit. Rates do not include 13% tax. Oceanfront upgrades available at an additional fee.

Sep 10 – 17

$450 per night

Villa in Stake Bay

5.0 out of 5 average rating, 7 reviews

Luxury and Privacy Waterfront Villa, Cayman Brac

Imagine waking up to the beautiful palm tree and ocean views of Coral Beach Villa in Bamboo Bay, Cayman Brac. The sun, surf, and natural beauty of Cayman Brac will delight your senses and rejuvenate your soul. Cayman Brac is a short 30 minute flight from Grand Cayman, but a world away from the traffic and crowds of the main island. The villa comfortably sleeps 8 in 3 master king bedrooms, each with a private ensuite. Enjoy the large pool and spa with over 2000 square feet of deck space.

Dec 4 – 11

$495 per night

Villa in Sister Islands

Sir Turtle Beach Villas, Little Cayman - Blue Side

Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beachfront on small and quiet island of Little Cayman, with soft white sand to sink your feet into and an endless stretch of azure water to swim, kayak and snorkel. These two villas can be rented Individually or rented together. Base Price is per Villa for 1-6 people. Subject to extra person charges per person per day.

May 10 – 17

$600 per night